Active
3 beds2,722 sqft
337 Chestnut Trail Rd, Front Royal, VA 22630
Est: $49,869/moGet pre-approved
Single FamilyProperty Type
2.51 acresLot Size
2001Year Built
$216/sq ftPrice per sq ft
2 carsParking Spaces

Description

This beautiful chalet sits on 2.5 private, park-like acres with a large usable yard, seasonal mountain views, and plenty of space to enjoy the outdoors. And while the setting is beautiful, there’s just as much to love inside. The kitchen has been completely reimagined with beautiful custom cabinetry, granite countertops, a large center island, newer appliances, and tile flooring that continues into the dining room. The great room has all the character you want in a chalet, with soaring wood ceilings,...This beautiful chalet sits on 2.5 private, park-like acres with a large usable yard, seasonal mountain views, and plenty of space to enjoy the outdoors. And while the setting is beautiful, there’s just as much to love inside. The kitchen has been completely reimagined with beautiful custom cabinetry, granite countertops, a large center island, newer appliances, and tile flooring that continues into the dining room. The great room has all the character you want in a chalet, with soaring wood ceilings, a wall of windows, and a stone gas fireplace. The windows fill the room with natural light and bring the outdoors right into the living space. And there’s a nice surprise beneath the carpet in the living room and hallway. Hardwood floors are already in place underneath. There are two bedrooms and an updated full bath on the main level, while the upper level is home to the primary suite. The primary bath has also been beautifully updated with a large walk-in shower, extra-deep soaking tub, and double-sink vanity. The finished walkout lower level feels like a living space of its own, with large windows that bring in plenty of natural light, a full bath, surround sound, and walk-in access directly from the two-car garage. There’s also a bonus room that would make a great home office, hobby room, or other flex space. It’s a great setup for guests, extended family, entertaining, or simply having a separate place to spread out. Outside, there’s plenty of room to enjoy the natural surroundings and privacy of 2.5 acres, whether you envision a garden, space for the dogs to run, or simply a quiet place to unwind. The large deck offers both covered and open areas for enjoying the setting and seasonal mountain views. Some of the most important updates aren’t necessarily the glamorous ones. The roof was replaced in 2017 with 50-year shingles, and the home also has a Bosch HVAC system, 100-gallon hybrid water heater, and Cummins whole-house generator. These are big-ticket improvements that are nice to know are already in place. And of course, you’ll have all the benefits of living in the gated community of High Knob, with a community pool, clubhouse, tennis and pickleball courts, playground, walking trails, private access to the Appalachian Trail, and more.
1 day on Market
  • Listed by: Lori Oaks 540.305.1610 loriloveshomes@gmail.com • Samson Properties
Last updated: 10/01/2026 10:59 AM • Source: BRIGHT, MLS#: VAWR2015592

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$49,869 per month

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Property Taxes

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Property Information for 337 Chestnut Trail Road

Property Details
  • Taxes: $560,700 / year
  • MLS Type: Residential / Fee Simple
  • Tax ID Number: NO TAX RECORD
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Chalet
  • Levels/Stories: 2.5
  • Waterfront: No
  • Garage: Yes
  • Expected On Market Date: 10-02-2026
  • Subdivision: HIGH KNOB
  • Subdivision: HIGH KNOB (WARREN VA)
  • Total Parking Spaces: 2
  • Central Air: Yes
  • Basement: Yes
  • Above Grade Finished SQFT: 1,851.00
  • Above Grade Fin SQFT Source: Estimated
  • Below Grade Finished SQFT: 871.00
  • Below Grade Fin SQFT Source: Estimated
  • Below Grade Unfinished SQFT: 581.00
  • Below Grade Unfin SQFT Source: Estimated
  • Total Below Grade SQFT: 1,452.00
  • Total Below Grade SQFT Source: Estimated
  • New Construction: No
  • Property Condition: Excellent
Building Information
  • Year Built: 2001
  • Lot Size: 2.51 AC / 109,336 SF
Location
Location
  • In City Limits: No
  • School District Name: WARREN COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138896388
  • SchoolDistrictSource: Listing Agent
  • Elementary School: HILDA J. BARBOUR (WARREN VA)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: WARREN COUNTY HIGH SCHOOL (WARREN VA)
  • MiddleSchoolSource: Listing Agent
  • High School: WARREN COUNTY (WARREN VA)
  • HighSchoolSource: Listing Agent
  • County: WARREN
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • HOA Condo Coop Fee Includes: Common Area Maintenance, Pool(s), Recreation Facility, Road Maintenance, Security Gate, Snow Removal
  • HOA Condo Coop Amenities: Basketball Courts, Club House, Common Grounds, Community Center, Gated Community, Jog/Walk Path, Meeting Room, Party Room, Picnic Area, Pool - Outdoor, Tennis Courts, Tot Lots/Playground
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $560,700
  • Year Assessed: 2025
  • Zoning: RES
  • Automatically Update Tax Values Y/N: No
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 0
All Upper Levels
  • # Bedrooms Count All Upper Levels: 1
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 1
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
All Lower Levels
  • # Bathrooms All Lower Levels: 1
  • # Bathrooms Full All Lower Levels: 1
Lower Level 1
  • # Bathrooms Lower Level: 1
  • # Bathrooms Full Lower Level: 1
Rooms
  • Stories: Lower 1, Main, Upper 1
Building Info
Building Info
  • Total Finished SQFT: 2,722.00
  • Total Finished SQFT Source: Estimated
  • Total SQFT: 3,303.00
  • Total SQFT Source: Estimated
  • Construction Materials: Cedar
  • Roof: Architectural Shingle
  • Basement Type: Fully Finished, Garage Access, Interior Access, Outside Entrance
  • Foundation Details: Concrete Perimeter
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Lower Level 1-1
  • # Bathrooms Full: 3
  • # Bathrooms Half: 0
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Road Surface Type: Paved
Parking
Parking
  • Type Of Parking: Attached Garage
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Parking Features: Asphalt Driveway
  • Garage Features: Garage - Side Entry
Interior Features
Interior Features
  • Interior Features: Family Room Off Kitchen, Kitchen - Island, Primary Bath(s), Pantry, Recessed Lighting, Upgraded Countertops
  • Fireplace: Yes
Exterior Features
Exterior Features
  • Outdoor Living Structures: Deck(s), Porch(es), Wrap Around
  • Pool: Yes - Community
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Septic = # of BR
  • Internet Services: Cable
Confidential Data
Listing Office
  • List Agent AOR: Blue Ridge Association of REALTORS

Property History for 337 Chestnut Trail Road

DateEvent & SourcePriceAppreciation
Oct 1, 2026

Listed (Active)

BRIGHT #VAWR2015592

$589,000—
Oct 14, 2014

Closed

BRIGHT #1003152128

$315,000—
Oct 7, 2014

Closed (Public Record)

Public Record #1110247116

$315,000—
DateEvent & SourcePrice
10/01/2026

Listed (Active)

BRIGHT #VAWR2015592

$589,000
10/14/2014

Closed

BRIGHT #1003152128

$315,000
10/07/2014

Closed (Public Record)

Public Record #1110247116

$315,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 337 Chestnut Trail Road

Taxable ValueLand$74,400Additions$486,300Total$560,700
Tax Record2026$3,190 ($266 / month)
Home Facts
Beds3Baths2Total Finished SqFt2,323 SqFtAbove Grade Finished SqFt1,452 SqFtFinished Basement SqFt871 SqFtUnfinished Basement SqFt1,452 SqFtStories1Lot Size109,336 SqFtStyleSingle Family ResidenceYear Built2001Year Renovated2011ZoningRCountyWARRENAPN31/B1/8/V/31//A/

Schools near 337 Chestnut Trail Road

This home is within Warren County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 6 to 8
Rating
School
Distance
Hilda J. Barbour Elementary School
PublicPK to 5

Skyline Middle School
Public6 to 8

Warren County High School
Public9 to 12

New Warren County Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

337 Chestnut Trail Road is a single family home for sale in Front Royal, VA 22630. This property was listed for sale on October 1, 2026 by Samson Properties, it's currently listed at $589,000. It has been on the market for a total of 1 days and was last sold on October 14, 2014. This listing's school district is Warren County Public Schools. Nearby schools include Hilda J. Barbour Elementary School, Skyline Middle School and Warren County High School. 337 Chestnut Trail Road is a 3-bed, 3-bath, 2,722 sqft single family home built in 2001.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Samson Properties

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 10/01/2026 10:59 AM